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Metal-Free Electrocatalytic Synthesis of Fused Azabicycles from N-Allyl Enamine Carboxylates
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-22 , DOI: 10.1021/acs.orglett.4c00756
Mrinmay Baidya 1 , Pintu Kumbhakar 1 , Suman De Sarkar 1
Affiliation  

An electrocatalytic approach to access structurally significant azabicyclic scaffolds from N-allyl enamine carboxylates is illustrated. This metal-free method functions exclusively with a catalytic amount of iodide, strategically employed to electrochemically generate a reactive hypervalent iodine species, which facilitates the cascade bicyclization processes with enhanced precision and efficiency. Excellent functional group compatibility was observed, enabling the synthesis of a series of azabicycle derivatives. Detailed mechanistic and electrochemical studies enhance the comprehension of the reaction sequence.

中文翻译:

N-烯丙基烯胺羧酸盐无金属电催化合成稠合氮杂双环

阐述了一种从N-烯丙基烯胺羧酸盐获得结构上重要的氮杂双环支架的电催化方法。这种无金属方法仅与催化量的碘化物一起发挥作用,战略性地用于电化学生成反应性高价碘物质,从而以更高的精度和效率促进级联双环化过程。观察到优异的官能团相容性,使得能够合成一系列氮杂双环衍生物。详细的机理和电化学研究增强了对反应序列的理解。
更新日期:2024-03-22
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